HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-Chloro-5-(pyridin-4-yl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2-Chloro-5-pyridin-4-yl-phenyl)-[6-(2,4-difluoro-phenylamino)-pyridin-3-yl]-methanol | HCID 22349577 | — |
| Reactant | Jones' reagent | HCID 131709961 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-Chloro-5-(pyridin-4-yl)benzaldehyde | HCID 22349586 | — |
Reaction Steps
(2-Chloro-5-pyridin-4-yl-phenyl)-[6-(2,4-difluoro-phenylamino)-pyridin-3-yl]-methanol (111 mg; 0.26 mmol) is dissolved in acetone (20 ml) and treated with Jones reagent (0.45 ml; 1 mmol) for 20 min at room temperature. 2N Na2CO3 is added to the reaction mixture and extracted with ethyl acetate three times. The combined organic phases are dried over Na2SO4 and evaporated to dryness. Purification via chromatography (SiO2; CH2Cl2/MeOH 98/2) provides the title compound as a slightly colored foam (30 mg; 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919336B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-28cb6dbe23a64ffe8c2addc75f15f8b4 |
| Source note | uspto-grants-2005_07 |